1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione
• CAS No.: 75759-66-9
• Molecular Formula: C₁₅H₁₆N₂O₆
• Molecular Weight: 320.302

Synonyms:1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione

Chemical Property of 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione

Chemical Property:

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Technology Process of 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione

There total 7 articles about 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylidene-5-phenyluridine (1311164-92-7) → 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione (75759-66-9)

Guidance literature:

With water; trifluoroacetic acid; In tetrahydrofuran; at 0 - 20 ℃; for 0.666667h;

DOI:10.1016/j.tet.2011.03.051

Reference yield: 50.0%

5-iodouridine (1024-99-3) + phenylboronic acid (98-80-6) → 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione (75759-66-9)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; sodium carbonate; In water; acetonitrile; for 3h; Reflux;

DOI:10.1039/c1ob06536j

Reference yield: 45.0%

5-bromouridine (957-75-5) + phenylboronic acid (98-80-6) → 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-phenylpyrimidine-2,4(1H,3H)-dione (75759-66-9)

Guidance literature:

With potassium carbonate; Na₂Cl₄Pd; In water; at 39.84 ℃; for 4h;

DOI:10.1107/S0108270107064177

upstream raw materials:

1-((3aR,4R,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-5-phenyl-1H-pyrimidine-2,4-dione

5-iodo-2',3'-O isopropylidene-uridine

benzene

5-bromouridine

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